American AirlinesAA
Flights AA3954 11:59 daily
live
Direct flights from Chicago (ORD) to Key West (EYW): 7 nonstop departures observed each week across 1 airline. The median arrival is 2 minutes early. No cancellations were recorded across the 2 tracked flights. The nonstop covers 2,018 km, an estimated 3 hours 5 minutes in the air. Measured by Pro Flight Search from live flight boards at Chicago and Key West. Updated 8 September 2026 at 05:57 UTC.
ORD
Chicago
smooth · +0
EYW
Key West
tracking
2,018 km · ~3h 05m est.
Running clean · 1 airline · 7x weekly · nonstop
100 / 100
route health from live ORD and EYW delay boards
Median arrival delay is −2 min. 0 of 2 tracked legs cancelled in the sample. Will a delayed flight be cancelled? →
Median arrival−2 minacross the last 2 operated legs
Flight time~3h 05mestimated from route distance
Weekly departures7x1 direct airline on the leg
The week
scheduled departures · origin local time06121824
Mon
Tue
Wed
Thu
Fri
Sat
Sun
American Airlines
Each mark is a scheduled departure at its origin-local time, observed operating in the last 7 days. Today is highlighted.
Who flies it
observed on the boards · 7 daysHistory
operated legs · board outcomesActual board outcomes rather than schedules, paired departure and arrival per flight and day.
Full board history, day by day →
Airports right now
live boardsnext sweep in 120s
How the Chicago to Key West route actually runs
Pro Flight Search records official board updates for nonstop ORD to EYW flights through the day: schedules, estimates, gate pushes and actual departures. The verdict above comes from operated flights, so it reflects what this route does rather than what the timetable promises.
Planning around a delay? Live airport delays · Weather delay risk map · Will a delayed flight be cancelled? · Do planes make up time in the air? · How we measure
Cite this data
Journalists, bloggers, and researchers may cite this page with attribution and a link to Pro Flight Search.
Suggested citation
Pro Flight Search — Chicago (ORD) to Key West (EYW) route reliability, measured from operated flights on official airport boards.
Canonical URL
How we measure this →
https://proflightsearch.com/search-flights/ORD-EYW
ORD to EYW questions
Is ORD–EYW running on time right now?
Smooth skies ahead. Both endpoints currently score the same, route health score 100/100. The airports section above carries the live status and delay window at both ends.
How long is the flight from ORD to EYW?
Great-circle distance is 2,018 km. With typical jet cruise speed plus taxi, climb and descent, expect roughly 172–203 min gate-to-gate on this route.
How often does ORD–EYW fly?
American Airlines runs the route with about 7 flights a week (daily). Since one carrier owns the route, a single disruption tends to ripple through the day.
What does the route health score measure?
A blend of departure-side delay at ORD and arrival-side delay at EYW, computed from rolling delay windows (refreshed every 40 minutes) with a daily-rollup fallback. Current MVFR, IFR, or LIFR endpoint weather caps the score when flight rules can limit throughput. Higher is healthier: 100 means operations are clean at both ends.
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